Tetrahydrofuran → Methyl 3-(2-cyanopropyl)benzoate
Reaction equation
[C:1](/[C:3](/[CH3:15])=[CH:4]/[C:5]1[CH:6]=[C:7]([CH:12]=[CH:13][CH:14]=1)[C:8]([O:10][CH3:11])=[O:9])#[N:2].O1CCCC1>C(O)C.[C].[Pd]>[C:1]([CH:3]([CH3:15])[CH2:4][C:5]1[CH:6]=[C:7]([CH:12]=[CH:13][CH:14]=1)[C:8]([O:10][CH3:11])=[O:9])#[N:2]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of methyl 3-[(1E)-2-cyanoprop-1-en-1-yl]benzoate (108 mg, 537 μmol) in ethanol (4 mL)/tetrahydrofuran (1 mL) was added 10% palladium-carbon (20 mg), and the mixture was stirred at room temperature under a hydrogen atmosphere (1 atm) for 4 hr. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure to give methyl 3-(2-cyanopropyl)benzoate as a colorless oil.
Workup
- filtrationThe insoluble material was filtered off
- concentrationthe filtrate was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-b85bdc48d735486198b1e6a3fba33a78
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08344135B2
Reaction notes
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